Cannabinodiol

Cannabinodiol
Legal status
Legal status	CA: Schedule II ; UK: Under Psychoactive Substances Act ;
Identifiers
	IUPAC name 5′-Methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diol;
CAS Number	39624-81-2;
PubChem CID	11551346;
ChemSpider	9726124;
Chemical and physical data
Formula	C21H26O2
Molar mass	310.437 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCCC1=CC(=C(C(=C1)O)C2=C(C=CC(=C2)C)C(=C)C)O ;
	InChI InChI=1S/C21H26O2/c1-5-6-7-8-16-12-19(22)21(20(23)13-16)18-11-15(4)9-10-17(18)14(2)3/h9-13,22-23H,2,5-8H2,1,3-4H3 ; Key:TWKHUZXSTKISQC-UHFFFAOYSA-N ;

Cannabinodiol (also known as cannabidinodiol and CBND)^[1] is a psychoactive^[2] cannabinoid that is present in the plant Cannabis sativa at low concentrations.^[3] It is the fully aromatized derivative of cannabidiol (CBD) and can occur as a product of the photochemical conversion of cannabinol (CBN).^[4]

References[edit]

^ Sean D. McAllister; Pierre-Yves Desprez (21 July 2015). “Patent US9084771 – Methods and compositions for treating cancer”. Sutter West Bay Hospitals.
^ Lewis, Melissa M.; Yang, Yi; Wasilewski, Ewa; Clarke, Hance A.; Kotra, Lakshmi P. (2017). “Chemical Profiling of Medical Cannabis Extracts”. Acs Omega. 2 (9): 6091–6103. doi:10.1021/acsomega.7b00996. PMID 30023762. Δ9-THC, cannabinol (CBN), and cannabinodiol (CBND) are known to be psychoactive
^ Robert J.J.Ch, Lousberg; Ludwig Bercht, C. A.; van Ooyen, Ronald; Spronck, Hubertus J. W. (1 January 1977). “Cannabinodiol: Conclusive identification and synthesis of a new cannabinoid from Cannabis sativa“. Phytochemistry. 16 (5): 595–597. doi:10.1016/0031-9422(77)80023-X.
^ ElSohly, Mahmoud A.; Slade, Desmond (22 December 2005). “Chemical constituents of marijuana: The complex mixture of natural cannabinoids”. Life Sciences. NATURECEUTICALS (NATURAL PRODUCTS), NUTRACEUTICALS, HERBAL BOTANICALS, AND PSYCHOACTIVES: DRUG DISCOVERY AND DRUG-DRUG INTERACTIONS Volume I: Natureceuticals (Natural Products), Herbal Botanicals, Psychoactive Hallucinogens and Related Products. 78 (5): 539–548. doi:10.1016/j.lfs.2005.09.011. PMID 16199061.

[1] Sean D. McAllister; Pierre-Yves Desprez (21 July 2015). “Patent US9084771 – Methods and compositions for treating cancer”. Sutter West Bay Hospitals.

[2] Lewis, Melissa M.; Yang, Yi; Wasilewski, Ewa; Clarke, Hance A.; Kotra, Lakshmi P. (2017). “Chemical Profiling of Medical Cannabis Extracts”. Acs Omega. 2 (9): 6091–6103. doi:10.1021/acsomega.7b00996. PMID 30023762. Δ9-THC, cannabinol (CBN), and cannabinodiol (CBND) are known to be psychoactive

[3] Robert J.J.Ch, Lousberg; Ludwig Bercht, C. A.; van Ooyen, Ronald; Spronck, Hubertus J. W. (1 January 1977). “Cannabinodiol: Conclusive identification and synthesis of a new cannabinoid from Cannabis sativa“. Phytochemistry. 16 (5): 595–597. doi:10.1016/0031-9422(77)80023-X.

[4] ElSohly, Mahmoud A.; Slade, Desmond (22 December 2005). “Chemical constituents of marijuana: The complex mixture of natural cannabinoids”. Life Sciences. NATURECEUTICALS (NATURAL PRODUCTS), NUTRACEUTICALS, HERBAL BOTANICALS, AND PSYCHOACTIVES: DRUG DISCOVERY AND DRUG-DRUG INTERACTIONS Volume I: Natureceuticals (Natural Products), Herbal Botanicals, Psychoactive Hallucinogens and Related Products. 78 (5): 539–548. doi:10.1016/j.lfs.2005.09.011. PMID 16199061.

[1]

[2]

[3]

[4]

Published Scientific Journals

Adverse Structural and Functional Effects of Marijuana on the Brain: Evidence Reviewed

Support for Marijuana Legalization and Predictors of Intentions to Use Marijuana More Often in Response to Legalization Among U.S. Young Adults

Quantitative analyses of synergistic responses between cannabidiol and DNA-damaging agents on the proliferation and viability of glioblastoma and neural progenitor cells in culture

Cannabis Ruderalis

Cannabinodiol

See also[edit]

References[edit]

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Legal status

Legal status	CA: Schedule II UK: Under Psychoactive Substances Act
Identifiers
IUPAC name 5′-Methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diol
CAS Number	39624-81-2
PubChem CID	11551346
ChemSpider	9726124
Chemical and physical data
Formula	C₂₁H₂₆O₂
Molar mass	7002310437000000000♠310.437 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCCCCC1=CC(=C(C(=C1)O)C2=C(C=CC(=C2)C)C(=C)C)O
InChI InChI=1S/C21H26O2/c1-5-6-7-8-16-12-19(22)21(20(23)13-16)18-11-15(4)9-10-17(18)14(2)3/h9-13,22-23H,2,5-8H2,1,3-4H3 Key:TWKHUZXSTKISQC-UHFFFAOYSA-N